Subereaphenol A, a new cytotoxic and antimicrobial dibrominated phenol from the Red Sea sponge Suberea mollis

Natural Product Communications

Volumn 3, Issue 2, 2008, Pages 219-222

  Shaala, Lamiaa A ^a   Khalifa, Sherief I ^a   Mesbah, Mostafa K ^a   Van Soest, Rob W M ^b   Youssef, Diaa T A ^a  

^a Suez Canal University   (Egypt)

^b UNIVERSITY OF AMSTERDAM   (Netherlands)

Author keywords

Antimicrobial activity; Cytotoxic activity; Halogenated metabolites; Red Sea sponge; Suberea mollis; Verongida

Indexed keywords

2 (3',5' DIBROMO 2' HYDROXY 4' METHOXYPHENYL)ACETAMIDE; 2 (3',5' DIBROMO 4' ETHOXY 1' HYDROXY 4' METHOXY 2',5' CYCLOHEXADIEN 1 YL)ACETAMIDE; ACETIC ACID ETHYL ESTER; ANTIINFECTIVE AGENT; BROMOCHLOROVERONGIAQUINOL; CYTOTOXIC AGENT; DIBROMINATED PHENOL; DIBROMOVERONGIAQUINOL; ENZYME INHIBITOR; PHENOL DERIVATIVE; SUBEREAPHENOL A; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; COLUMN CHROMATOGRAPHY; CYTOTOXICITY; DRUG ISOLATION; DRUG STRUCTURE; HETERONUCLEAR MULTIPLE BOND CORRELATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MARINE SPECIES; MASS SPECTROMETRY; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; SUBEREA MOLLIS;

SUBEREA; VERONGIDA;

EID: 51849108311     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578x0800300222     Document Type: Article

References (13)

1. (a) Debitus C, Guella G, Mancini I, Waikedre J, Guemas J-P, Nicolas JL, Pietra F. (1998) Quinolones from a bacterium and tyrosine metabolites from its host sponge, Suberea creba from the Coral Sea. Journal of Marine Biotechnology, 6, 136-141;
2. (b) Bowden BF, McCool BJ, Willis RH. (2004) Lihouidine, a novel spiro polycyclic aromatic alkaloid from the marine sponge Suberea n. sp. (Apysinellidae, Verongida). Journal of Organic Chemistry, 69, 7791-7793;
3. (c) Carroll J, Jonsson EN, Ebel R, Hartman MS, Holman TR, Crews P. (2001) Probing sponge-derived terpenoids for human 15-lipoxygenase inhibitors. Journal of Organic Chemistry, 66, 6847-6851;
4. (d) Kijjooa A, Watanadilok R, Sonchaeng P, Sawangwong P, Pedro M, Nascimento MSJ, Silva, AMS, Eaton G, Herz W. (2002) Further halotyrosine derivatives from the marine sponge Suberea aff. praetensa. Zeitschrift fuer Naturforschung, 57c, 732-738;
5. (e) Kijjoa A, Watanadilok R, Sonchaeng P, Silva AMS, Eaton G, Herz W. (2001) 11,17-Dideoxyagelorin A and B, new bromotyrosine derivates and analogs from the marine sponge Suberea aff. praetensa. Zeitschrift fuer Naturforschung, 56c, 1116-1119;
6. (f) Tsuda M, Sakuma Y, Kobayashi J. (2001) Suberedamines A and B, new bromotyrosine alkaloids from a sponge Suberea species. Journal of Natural Products, 64, 980-982;
7. (g) Hirano K, Kubota T, Tsuda M, Watanabe K, Fromont J, Kobayashi J. (2000) Ma'edamines A and B, cytotoxic bromotyrosine alkaloids with a unique 2(1H)pyrazinone ring from sponge Suberea sp. Tetrahedron, 56, 8107-8110.
8. (a) Chang CWJ, Weinmeier AJ. (1977) 2-Hydroxy-3,5-dibromo-4- methoxyphenylacetamide. A dibrominated metabolite from Psammoposilla purpurea. Tetrahedron Letters, 46, 4005-4008;
9. (b) Kelecom A, Kannengiesser GJ. (1979) Chemical constituents of Verongia sponges. II. Structure of two dibrominated compounds isolated from the Mediterranean sponge Verongia aerophoba. Anais da Academia Brasileira de Ciencias, 51, 639-642.
10. (a) Anderson RJ, Faulkner DJ. (1973) Novel antibiotic from a sponge of the genus Verongia. Tetrahedron Letters, 14, 1175-1178;
11. (b) Goo YM, (1985) Antimicrobial and antineoplastic tyrosine metabolites from a marine sponge, Aplysina fistularis. Archives of Pharmacal Research, 8, 21-30.
12. (a) Xynas R, Capon RJ. (1989) Two new bromotyrosine-derived metabolites from an Australian marine sponge, Aplysina sp. Australian Journal of Chemistry, 42, 1427-1433;
13. (b) Acar JF. (1980) The disc susceptibility test. In: Lorian V (ed) Antibiotics in laboratory medicine, Williams and Wilkins, Baltimore, pp 24-54.